Hybrid Technical Specialist -- Microsoft 365, Applications & Technology
OSTechnical
Job Description
Job Description
Technical Specialist — Microsoft 365, Applications & Technology Innovation
Position Overview
The Technical Specialist is a senior technical resource on a six-person Innovation & Technology team responsible for technology administration, critical business applications, projects, innovation, and day-to-day technology operations.
This is not a front-line helpdesk role. The Technical Specialist serves as a Tier 2/3 escalation resource , providing advanced troubleshooting and administration for Microsoft 365, Windows, enterprise applications, and related technologies.
This role is ideal for an experienced technical professional who is ready to move beyond high-volume helpdesk support and take greater ownership of technology platforms, applications, projects, and innovation initiatives.
The successful candidate will be adaptable, personable, technically curious, self-directed, and comfortable working with limited direction.
Key Responsibilities
Microsoft 365 & Advanced Technical Support
- Provide Tier 2/3 escalation support for complex Microsoft 365 and end-user application issues.
- Administer Microsoft 365 services, user accounts, permissions, access, configurations, and application settings.
- Troubleshoot complex issues involving Microsoft 365, Windows, browsers, authentication, permissions, and enterprise applications.
- Identify recurring issues and recommend improvements to system reliability and user experience.
- Partner with the front-line helpdesk by providing advanced troubleshooting and technical guidance.
- Support Microsoft 365 upgrades, changes, migrations, and ongoing optimization.
Enterprise Applications & Systems
- Provide expert technical support and administration for critical business applications.
- Manage application users, permissions, access, configurations, and operational requirements.
- Troubleshoot application compatibility, integration, performance, and reliability issues.
- Work with vendors and internal teams to resolve complex technical problems.
- Maintain clear documentation of issues, configurations, troubleshooting procedures, and resolutions.
- Perform advanced Windows administration and troubleshooting, including operating systems, applications, processes, services, and endpoint technologies.
- Utilize PowerShell and other administrative tools to troubleshoot, automate, and improve processes.
- Support MDM/MAM technologies as needed.
Technology Innovation & Projects
- Research, evaluate, pilot, and recommend emerging technologies.
- Participate in technology implementations, rollouts, upgrades, integrations, and retirements.
- Support technologies throughout their lifecycle from evaluation and implementation through maintenance and retirement.
- Contribute to and lead technology innovation initiatives and projects.
- Identify opportunities to improve processes, automate work, and enhance the employee technology experience.
- Provide technical recommendations to business leaders and stakeholders.
Collaboration & Operations
- Collaborate with the front-line helpdesk, business teams, vendors, and technology stakeholders.
- Translate complex technical concepts into clear language for non-technical audiences.
- Manage priorities independently and move projects forward without step-by-step direction.
- Maintain technical documentation, procedures, and knowledge resources.
- Provide technical mentoring and support to other technology team members.
- Participate in after-hours or weekend support when required for critical projects or technology issues.
Required Qualifications & Experience
- 5+ years of IT, desktop support, technical support, systems support, or related experience.
- Demonstrated Tier 2/3 escalation troubleshooting experience.
- Strong hands-on Microsoft 365 administration and support experience.
- Strong enterprise end-user application support experience.
- Advanced Windows troubleshooting and administration skills.
- Experience with user accounts, permissions, access management, software configuration, and application troubleshooting.
- Experience with IT service management/ticketing platforms.
- Ability to independently diagnose complex technical issues and determine appropriate solutions.
- Strong analytical, problem-solving, documentation, communication, and organizational skills.
- Ability to work effectively with limited supervision and adapt to changing priorities.
Preferred Qualifications
- Microsoft 365 certifications.
- PowerShell experience.
- Microsoft Entra ID/Azure AD and identity/access management experience.
- MDM/MAM experience.
- Enterprise application administration experience.
- Experience evaluating, piloting, implementing, and retiring technologies.
- A+ and/or Network+ certification or equivalent experience.
- Bachelor's degree in Information Technology, Computer Science, or related field.
Work Environment
Hybrid: Typically 1–2 days onsite per week as business needs require; there is no fixed weekly onsite schedule.
This position offers an opportunity for a senior technical professional to move beyond front-line support and focus on complex escalations, Microsoft 365 administration, enterprise applications, technology projects, innovation, and long-term technology improvements.
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